Terpineol (C10H18O) is an optically active compound with one asymmetric carbon. It is used as an antiseptic. Reaction of terpineol with H2/pt forms an optically inactive compound (C10H20C) Heating the reduced compound in acid followed by ozonolysis and work-up under reducing conditions produces acetone and a compound whose 1H NMR and 13C NMR are shown. What is the structure of terpineol?

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